Organophotoredox-Catalyzed Decarboxylative C–O/N/S Bond Formation: Access to Ampakine APIs and Quinazolinone Alkaloids
This study describes a novel and general protocol featuring organophotoredox-catalyzed intramolecular decarboxylative construction of carbon-heteroatom (oxygen, nitrogen, and sulfur) bonds, enabling direct access to ampakine APIs (CX-614 and CX-554), quinazolinone alkaloids (deoxyvasicinone and mackinazolinone), and thiazinone scaffolds as well as their congeners with broad functional group tolerance and scalability. Mechanistic studies suggest a radical-polar crossover pathway via single-electron oxidation.
Authors
- Sameer R. Sonavane (ORCID: https://orcid.org/0000-0003-3386-5927)
- Gaurang J. Bhatt (ORCID: https://orcid.org/0000-0002-1691-0805)
- Santosh B. Mhaske (ORCID: https://orcid.org/0000-0002-5859-0838)
- Tushar B. Kale
Institutions
- National Chemical Laboratory (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-07
- DOI
- https://doi.org/10.1021/acs.orglett.5c00565
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- University Grants Commission
- Science and Engineering Research Board